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I've only done a meetup once from craigslist and I was a little skeptical at first but it turned out great. I met with someone at the movie theater entrance (there were cops inside anyway) in Union Square.

I've also met up with someone from eBay all the way in Brooklyn. I had a friend since it was very deep on Avenue X in the train station. Quite odd but it was fine as well.

Definitely a crowded place with an easy landmark to meet at. I've met someone at Union Square to buy something from Craigslist once. Midtown, you could say Bryant Park, right outside Bryant Park Grill or something like that.

I can't believe anyone would want to meet standing up in a building entrance.

Why do or would you need a creative meeting place. If you are buying or selling something then you should be meeting in very public place with lot of people so its easy to stand out and being in public generally deters some actions like getting your ass mugged for stuff you wanted to sell or cash you brought.

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